Trifluoroacetic acid → Methyl 2-{[2-(morpholin-4-yl)ethyl]amino}acetate

A solution of [tert-butoxycarbonyl-(2-morpholin-4-yl-ethyl)amino]acetic acid methyl ester (0.79 g, 2.61 mmol) in CH2Cl2 (10 mL) was treated with TFA (10 mL). After stirring at room temperature for 1 h, the solution was concentrated in vacuo. The oil was dissolved in CH2Cl2 (50 mL) and the resulting solution was washed with saturated aqueous NaHCO3 (50 mL). The aqueous layer was extracted with CH2Cl2 (10×50 mL). The combined organic layers were dried over Na2SO4, filtered and the solvent was removed in vacuo to give the title compound (0.40 g, 76%) as a yellow oil: 1H NMR (300 MHz, CDCl3) δ 3.69-3.74 (m, 7H), 3.45 (s, 2H), 2.69-2.73 (m, 2H), 2.45-2.52 (m, 6H), 1.84 (s, 1H).

1. concentrationthe solution was concentrated in vacuo
2. dissolutionThe oil was dissolved in CH2Cl2 (50 mL)
3. washthe resulting solution was washed with saturated aqueous NaHCO3 (50 mL)
4. extractionThe aqueous layer was extracted with CH2Cl2 (10×50 mL)
5. dry with materialThe combined organic layers were dried over Na2SO4
6. filtrationfiltered
7. customthe solvent was removed in vacuo

ORD record

ord-c75f0f1881a94cbaac6b160d1081e484

Source dataset

uspto-grants-2011_02

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US07879872B2